My Daddy was about 5'7" and 240lbs with cropped hair and a salt and pepper goatee. He also happened to have the smallest dick I'd ever put in my mouth. It was 3 1/2" on a good day, but Daddy's balls were the size of lemons and I loved to lick, suck and tug on those beauties all night. He shaved them just for me, you know. And Daddy's size didn't matter because he was still able to work my ass like no one else. His tongue was amazing and his fingers long but thick. He would never touch my cock, but that was alright. I was his bitch. He LOVED to eat my ass though, and would do so every chance he got. That was our first "date".
***
It was at a baseball game last year. The local team was a farm for the Majors and my employers always had free tickets to hand out. So, in early June a buddy and I set aside a night. It was the middle of the 4th inning when he got a call; his girlfriend had been out of town but was home early. Without hesitation, he told me he was eager for some pussy and was gonna dip. No biggie, I'd get back at him later. The stadium was nothing approaching crowded, so when this big, older dude came and took my buddy's spot at the top of the 5th, I was confused. But also really turned on.
See, I'd spotted him by the concessions early on and had been watching him all night. I'd have never approached him, only fantasied about he and I having some nasty sex in the bathrooms while his wife or whoever waited impatiently by the car. In case you hadn't noticed, I love me a hot Daddy. Chubby daddies are even better. How lucky was I!? He introduced himself (an executive for the team, no less!) and I did likewise. We talked and I enjoyed it. He then rested a hand on my shoulder and lightly began to rub it. I awarded him with my most dazzling smile (which was probably more lecherous than anything), at which point he asked if I wanted to come have a seat with him. In his private box. Ummm...yes.
I'd say the box he led me into was on par with a room at a Motel 6; leaps and bounds above stadium seating, but not overly fancy. The couch was surprisingly plush though, because I damn near sank into it. My new friend took a seat beside me and fiddled with a remote for a moment or two before the blinds in the box drew closed. I hadn't even started a sentence before he roughly grabbed my chin and drew my mouth to his. It was amazing! His goatee tickled my face as his tongue pushed against my lips for only a moment before I opened my mouth and let him in. I felt his hands fall to my zipper and begin working it down; I offered no resistance. Once that was done, I broke our kiss and pulled my shorts off the rest of the way. It was with a speed belying his size that he had me bent over the back of the couch before my shorts hit the floor.
When his tongue lapped gently at my hole, I gasped in shock at the action and in surprise at how amazing it felt. Slowly, he worked his tongue around my entry and into it. Long strokes and short. Quick pokes and long, deep probes. Until now, I'd never had a man put his mouth on my asshole. How much I had been missing! As I rode that masterful mouth, it took all of my self control to keep from crying out when he slipped two of his fingers into me and began massaging the walls of my ass. Quickly, I took a throw pillow into my mouth and bit down, groaning as I did. I'd never felt something so amazing. It was electric, knowing that my ass wasn't just being used to facilitate an orgasm. And as he continued to work his tongue and fingers into me, my pillow fell from my mouth and I thrust my ass into him, moaning for my Daddy to keep going. It was my most incredible orgasm up to that point. But it would be three or four more 'dates' before I was able to return the favor. He had been embarrassed of his size.
